Kissimmee vacation rentals

We found 149 vacation rentals in Kissimmee — enter your dates to book direct

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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Kissimmee. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 25% in commissions and service fees only on Houfy.

Featured vacation rentals on Houfy

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Boqueron Beach Big Cabin - Herbert's Place

Boqueron Beach Big Cabin - Herbert's Place

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Turtle View

Turtle View

Most viewed vacation rentals in Kissimmee

Our guests viewed these book direct rentals the most.

Enchanted Rose Villa

Vacation Home • Kissimmee
10 Bedrooms • 8 Bathrooms

Venetian Bay Villages (2280SV)

Condo • Kissimmee
3 Bedrooms • 2 Bathrooms

Spacious ☆☆☆☆☆ w/Pool °o° Disney Area☆No Carpet☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

Relaxing Condo near Disney - Nice and Spacious

Condo • Kissimmee
3 Bedrooms • 2 Bathrooms

Lakeside Villa

Villa • Kissimmee
3 Bedrooms • 2 Bathrooms

BRAND NEW Cozy Townhouse **** FREE BBQ ****

Townhome • Kissimmee
3 Bedrooms • 2.5 Bathrooms

LAKE BERKLEY - Spacious 4BR 3.5BA Townhome, gated

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

🌴Spacious 4BD/3BA Min➡️Disney Universal Seaworld

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Search 149 vacation rentals in Kissimmee

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Recommended vacation rentals in Kissimmee

Luxury lake view villa near Disney w. private pool

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

Lake Berkley Villa

Vacation Home • Kissimmee
5 Bedrooms • 3 Bathrooms

Venetian Bay, 4 Bedroom Townhouse, Sleeps 10

Townhome • Kissimmee
4 Bedrooms • 3.5 Bathrooms

Bella Vida Dream

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Stunning LakeView w/Pool°o°Disney Area☆No Carpet☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

Renovated THouse w/Private Pool Home °o° Disney Area

Vacation Home • Kissimmee
4 Bedrooms • 3 Bathrooms

☆☆☆ Lake View - Disney Area - 2 suites ☆☆☆

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Wonderful property 4 bed, 3 bath at Paradise Palms

Vacation Home • Kissimmee
4 Bedrooms • 3 Bathrooms

Vacation houses with pools in Kissimmee

Stunning LakeView w/Pool°o°Disney Area☆No Carpet☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

♥ Elegant ⭐⭐⭐⭐⭐ w/Pool °o° Disney Area No Carpet

Villa • Kissimmee
4 Bedrooms • 2 Bathrooms

NEW LISTING Pool Townhouse near to Disney

Townhome • Kissimmee
3 Bedrooms • 2.5 Bathrooms

NEW Refreshed Cozy Townhouse near to Disney

Townhome • Kissimmee
3 Bedrooms • 2.5 Bathrooms

Pet friendly vacation rentals in Kissimmee

Paradise Found Kissimmee Rental

Villa • Kissimmee
4 Bedrooms • 2 Bathrooms
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